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Cayman Islands

$133+ Cheap flights from Maryland to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Maryland to Cayman Islands

Keep the following information in mind while searching for Maryland to Cayman Islands flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$420
(Air Canada)

One-way from

$133
(Trip.com)

Popular in

December

Cheapest in

May

Average price

$589

Good round-trip deal

$676 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-George Town Owen Roberts Intl flights.
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From Maryland to Cayman Islands
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One-way flight from Maryland to Cayman Islands
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Highest demand for flights based on searches. 6% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Maryland to Cayman Islands.
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Find flight deals from Maryland to Cayman Islands

Cheapest flights from Maryland to Cayman Islands
Explore the most affordable flight options available from Maryland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Air Canada deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/111:00 amPHL - GCM
1 stop25h 55mAir Canada
Mon 6/912:50 pmGCM - PHL
1 stop20h 25mAir Canada
Deal found 2/18$420
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/47:33 pmPHL - GCM
1 stop20h 37mMultiple Airlines
Wed 3/1911:30 amGCM - PHL
1 stop6h 27mMultiple Airlines
Deal found 2/18$428
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/278:00 pmBWI - GCM
1 stop21h 10mMultiple Airlines
Tue 6/311:30 amGCM - BWI
1 stop6h 40mMultiple Airlines
Deal found 2/19$444
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/296:00 amBWI - GCM
1 stop8h 03mDelta
Sat 4/52:45 pmGCM - BWI
1 stop8h 51mDelta
Deal found 2/20$483
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:00 amDCA - GCM
1 stop5h 37mDelta
Sun 12/213:45 pmGCM - DCA
1 stop7h 40mDelta
Deal found 2/20$508
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amIAD - GCM
1 stop6h 37mDelta
Tue 12/233:45 pmGCM - IAD
1 stop8h 53mDelta
Deal found 2/20$508
This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/53:55 pmIAD - GCM
2 stops22h 35mMultiple Airlines
Sat 4/127:05 pmGCM - IAD
1 stop14h 45mMultiple Airlines
Deal found 2/19$511
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2610:10 pmDCA - GCM
2 stops13h 55mAmerican Airlines
Sat 11/112:45 pmGCM - DCA
2 stops9h 56mAmerican Airlines
Deal found 2/20$512
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/206:27 amIAD - GCM
1 stop7h 58mAmerican Airlines
Tue 3/253:34 pmGCM - IAD
2 stops16h 16mAmerican Airlines
Deal found 2/20$512
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:05 amBWI - GCM
1 stop6h 15mAmerican Airlines
Wed 5/1412:10 pmGCM - BWI
2 stops9h 06mAmerican Airlines
Deal found 2/20$512
This Air Canada deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2710:05 pmIAD - GCM
2 stops38h 50mAir Canada
Mon 6/212:50 pmGCM - IAD
1 stop23h 41mAir Canada
Deal found 2/19$519
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/912:45 pmIAD - GCM
Nonstop3h 40mUnited Airlines
Fri 3/141:50 pmGCM - IAD
1 stop9h 09mUnited Airlines
Deal found 2/20$522

Find flights from Maryland to Cayman Islands within your budget

Customize your flight search to find flights from Maryland to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Maryland

Fly to

Cayman Islands

Route

Depart

Return

Price

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 6/1

11:00 am-11:55 am

1 stop25h 55m

George Town Owen Roberts Intl

Mon 6/9

12:50 pm-10:15 am

1 stop20h 25m

$420

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 3/4

7:33 pm-4:10 pm

1 stop20h 37m

George Town Owen Roberts Intl

Wed 3/19

11:30 am-6:57 pm

1 stop6h 27m

$428

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Tue 5/27

8:00 pm-4:10 pm

1 stop21h 10m

George Town Owen Roberts Intl

Tue 6/3

11:30 am-7:10 pm

1 stop6h 40m

$444

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sat 3/29

6:00 am-1:03 pm

1 stop8h 03m

George Town Owen Roberts Intl

Sat 4/5

2:45 pm-12:36 am

1 stop8h 51m

$483

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sat 4/26

6:00 am-9:55 am

1 stop4h 55m

George Town Owen Roberts Intl

Sat 5/3

2:55 pm-10:03 pm

1 stop6h 08m

$508

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 4/26

8:14 pm-11:35 am

1 stop16h 21m

George Town Owen Roberts Intl

Sat 5/10

3:05 pm-12:03 am

1 stop7h 58m

$508

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sat 4/26

6:40 am-10:55 am

1 stop5h 15m

George Town Owen Roberts Intl

Tue 4/29

12:35 pm-10:07 pm

1 stop8h 32m

$508

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 4/5

3:55 pm-1:30 pm

2 stops22h 35m

George Town Owen Roberts Intl

Sat 4/12

7:05 pm-10:50 am

1 stop14h 45m

$511

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Tue 5/27

10:05 pm-11:55 am

2 stops38h 50m

George Town Owen Roberts Intl

Mon 6/2

12:50 pm-1:31 pm

1 stop23h 41m

$519

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 3/9

12:45 pm-3:25 pm

Nonstop3h 40m

George Town Owen Roberts Intl

Fri 3/14

1:50 pm-11:59 pm

1 stop9h 09m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 44 results
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Best time to book a flight from Maryland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maryland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Maryland to Cayman Islands

Get recent, data-driven insights about flights from Maryland to Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Maryland to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated February 20, 2025.
Read reviews from past customers who have flown Southwest, Delta and JetBlue from Maryland to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Maryland to Cayman Islands one-way?

    $143 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Air Canada and United Airlines, with prices starting from $156 and $172, respectively.

  • Can I find deals for flights from Maryland to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Maryland to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Cayman Islands.

  • Can I find deals for business class flights from Maryland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Maryland to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Maryland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maryland to Cayman Islands

Discover the top 4 airlines that operate flights from Maryland to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$441Average$538FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$450Average$572FlexibilityNo cancel feeOn-time71%
DeltaCheapest$465Average$571FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$531Average$760FlexibilityNo cancel feeOn-time63%
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